(3R)-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N₂-(4-methoxyphenyl)-N-methyl-L-valinamide

Base Information

• Chemical Name: (3R)-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N₂-(4-methoxyphenyl)-N-methyl-L-valinamide
• CAS No.: 1072091-04-3
• Molecular Formula: C₂₀H₃₆N₂O₄Si
• Molecular Weight: 396.602
• Mol file: 1072091-04-3.mol

Synonyms:(3R)-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N₂-(4-methoxyphenyl)-N-methyl-L-valinamide

Chemical Property of (3R)-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N₂-(4-methoxyphenyl)-N-methyl-L-valinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N₂-(4-methoxyphenyl)-N-methyl-L-valinamide

There total 5 articles about (3R)-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N₂-(4-methoxyphenyl)-N-methyl-L-valinamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

ethyl (3R)-4-{[tert-butyl(dimethyl)silyl]oxy}-N-(4-methoxyphenyl)-L-valinate (1072091-02-1) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → (3R)-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N2-(4-methoxyphenyl)-N-methyl-L-valinamide (1072091-04-3)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -10 ℃; for 1.5h;

Reference yield:

ethyl (4-methoxyphenylimino)acetate (124156-21-4) → (3R)-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N2-(4-methoxyphenyl)-N-methyl-L-valinamide (1072091-04-3)

Guidance literature:

Multi-step reaction with 4 steps

1: (3R,5R)-5-methyl-3-pyrrolidinecarboxylic acid / dimethyl sulfoxide / 1 h / 20 °C

2: sodium tetrahydroborate / methanol; dimethyl sulfoxide / 0.5 h / 0 °C

3: 1H-imidazole / N,N-dimethyl-formamide / 10.5 h / 20 °C

4: lithium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -10 °C

With 1H-imidazole; sodium tetrahydroborate; lithium hexamethyldisilazane; (3R,5R)-5-methyl-3-pyrrolidinecarboxylic acid; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

ethyl (2S,3R)-3-formyl-2-(4-methoxyphenylamino)butanoate (409095-87-0) → (3R)-4-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N2-(4-methoxyphenyl)-N-methyl-L-valinamide (1072091-04-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / methanol; dimethyl sulfoxide / 0.5 h / 0 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 10.5 h / 20 °C

3: lithium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -10 °C

With 1H-imidazole; sodium tetrahydroborate; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

ethyl (3R)-4-{[tert-butyl(dimethyl)silyl]oxy}-N-(4-methoxyphenyl)-L-valinate

N,O-dimethylhydroxylamine*hydrochloride

ethyl (2S,3R)-3-formyl-2-(4-methoxyphenylamino)butanoate

ethyl (2S,3R)-4-hydroxy-2-[(4-methoxyphenyl)amino]-3-methylbutanoate

Downstream raw materials:

ethyl (2E,4S,5R)-6-{[tert-butyl(dimethyl)silyl]oxy}-4-[(4-methoxyphenyl)amino]-3,5-dimethylhex-2-enoate